Water → HCID 86747342, 화합물

HRID 1657202노트

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HRID 1657202 반응식
C(O)[C@H]1O[C@H]([O:8][C@:9]2(CO)[O:13][C@H:12](CO)[C@@H:11](O)[C@@H:10]2[OH:17])[C@H](O)[C@@H](O)[C@@H]1O.O.[CH3:25][C:26]1([CH3:40])[O:31][C:30](=O)[CH:29]=[C:28]([CH2:33][C:34](=[O:39])[CH2:35][N:36]=[N+:37]=[N-:38])[O:27]1>C(OCC)(=O)C>[CH3:25][C:26]1([CH3:40])[O:31][CH2:30][CH:29]=[C:28]([CH2:33][CH:34]([OH:39])[CH2:35][N:36]=[N+:37]=[N-:38])[O:27]1.[O:13]1[CH:12]=[CH:11][C:10](=[O:17])[O:8][CH2:9]1

참가 물질

5

반응물 3

HCID 962WaterHCID 5988Sucrose2회HCID 19096639HCID 19096639, 화합물

생성물 1

HCID 86747342HCID 86747342, 화합물수율 22%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
32 °C

실험 절차

30 g of baker's yeast (made by Oriental Yeast Co., Ltd.) and 15 g of saccharose were added in 30 ml of tap water, and the solution was then stirred at 32° C. for 30 minutes. Afterward, 300 mg of 2,2-dimethyl-6-(3-azido-2-oxopropyl)-1,3-dioxin-4-one were added thereto, and the solution was then stirred overnight at the same temperature. 7.5 g of saccharose were further added thereto, followed by stirring overnight. Water of the reaction solution was then distilled off under reduced pressure, and the residue was extracted with dichloromethane and then dried over anhydrous sodium sulfate. Afterward, the solvent was distilled off, and the resultant residue was then subjected to column chromatography (an eluent of hexane:ethyl acetate=4:1), thereby obtaining 67 mg (yield 22%) of (+)-2,2-dimethyl-6-(3-azido-2-hydroxypropyl)-1,3-dioxin-1,3-dioxin-4-one [a compound having the formula (1) in which n is 1, X is N3, Y is a hydrogen atom, and the substituent is present at the 6-position].

후처리

  1. stirringthe solution was then stirred overnight at the same temperature
  2. stirringby stirring overnight
  3. distillationWater of the reaction solution was then distilled off under reduced pressure
  4. extractionthe residue was extracted with dichloromethane
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationAfterward, the solvent was distilled off

출처 및 근거

ORD 기록
ord-babfd9d012254510a06581084643bde6
출처 데이터셋
uspto-grants-1993_10
특허 번호
US05256800

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